WO1998056339A1 - Perfume-free two phase compositions and methods for reducing body and environmental odor - Google Patents

Perfume-free two phase compositions and methods for reducing body and environmental odor Download PDF

Info

Publication number
WO1998056339A1
WO1998056339A1 PCT/US1998/011787 US9811787W WO9856339A1 WO 1998056339 A1 WO1998056339 A1 WO 1998056339A1 US 9811787 W US9811787 W US 9811787W WO 9856339 A1 WO9856339 A1 WO 9856339A1
Authority
WO
WIPO (PCT)
Prior art keywords
odor
composition
cyclodextrin
skin
water
Prior art date
Application number
PCT/US1998/011787
Other languages
English (en)
French (fr)
Inventor
Juliet Marie Lucas
Toan Trinh
Michael Thomas Dodd
Robert Gregory Bartolo
Robin Yager Buckner
Theresa Marie Kajs
Original Assignee
The Procter & Gamble Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to US08/871,854 priority Critical patent/US5928631A/en
Priority claimed from US08/871,857 external-priority patent/US5871719A/en
Priority claimed from US08/871,860 external-priority patent/US5858335A/en
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to JP50301499A priority patent/JP2001506275A/ja
Priority to KR19997011621A priority patent/KR20010013611A/ko
Priority to EP98928923A priority patent/EP0988026A1/en
Priority to AU80610/98A priority patent/AU8061098A/en
Priority to BR9810744-5A priority patent/BR9810744A/pt
Priority to CA002293633A priority patent/CA2293633A1/en
Publication of WO1998056339A1 publication Critical patent/WO1998056339A1/en
Priority to NO996054A priority patent/NO996054L/no

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants

Definitions

  • Body odor is most commonly caused by fatty acids on skin and by malodors from microbial sources.
  • the human skin is naturally populated with numerous micro-organisms which are nourished by various skin secreted substances (eccrine and apocrine sweat, and sebum), skin cell debris, breakdown products of the skin and the organisms themselves.
  • These unpleasant body odors are mainly organic molecules which have different structures and functional groups, such as amines, acids, alcohols, aldehydes, ketones, phenolics, polycyclics, indoles, aromatics, polyaromatics, etc. They can also be made up of sulfur- containing functional groups, such as, thiol, mercaptan, sulfide and or disulfide groups.
  • deodorant compositions aimed at combating/controlling body odor associated with skin secretions, which have been described in the chemical and cosmetic literature, include emulsion sticks or suspensoid sticks, aerosols, roll-ons, pads, pump sprays, and even soap bars. These known deodorants attempt to control odor through a variety of means. For instance, U.S. Patent No. 5,525,331, to Betts, issued June 11, 1996, discloses compositions which inhibit the growth of micro-organisms in the body-secretions. Deodorants may also include antibacterial compounds which help destroy/control the amount of bacteria present on skin, thereby minimizing odor produced via bacterial metabolism of skin secretions.
  • Zeolites such as those marketed under the trade name AB SCENTS by the Union Carbide Corporation and UOP are known odor absorbers.
  • these commonly known solid odor absorbers in addition to known activated charcoal odor absorbers, lose functionality when wet. Therefore, when wetted by body fluids or when carried in an aqueous solution, these odor absorbers are not preferred as they lose their desired odor absorbent characteristics.
  • zeolites can cause a "harsh" feel if too much is deposited onto the skin.
  • an improved odor absorbing composition which is essentially free of irritating ingredients such as perfumes or astringent antiperspirants and which is safe and effective for use on the entire body. More particularly, there is a need for a convenient, leave on composition which is capable of absorbing a broad spectrum of body and environmental odors that are not fully suppressed by the aforementioned means.
  • the present invention relates to an aqueous odor-absorbing composition which is safe for use on human skin comprising solubilized, water-soluble, uncomplexed cyclodextrin; an oil phase selected from the group consisting of emollients, moisturizers, skin protectants, and mixtures thereof; one or more surfactants each having hydrophilic ⁇ ipophilic balance of about 8-18, and wherein each surfactant, when combined with an aqueous cyclodextrin solution, provides no less than about 25% a level of odor capture as an aqueous cyclodextrin solution; and an aqueous carrier.
  • the present invention also encompasses methods of controlling body and environmental odors on skin comprising the application to skin of these compositions. DETAILED DESCRIPTION OF THE INVENTION
  • the present invention relates to a perfume-free, aqueous, odor-absorbing composition.
  • the present invention also relates to the methods of use of the odor-absorbing composition in reducing body and/or environmental odor on skin.
  • the composition can be applied directly to skin as a spray, poured from a bottle and applied by hand, or applied via a wipe which is wet.
  • the present invention also relates to an article of manufacture comprising the composition incorporated into a flexible dispensing means.
  • odor means any odor which may be on a human or mammal which is not the result of human or mammailian body odor and/or body fluids.
  • Such odors include but are not limited to odors from foods such as fish, garlic, onions, peppers and spices; cooking; smoke; tobacco; gasoline; and the like.
  • body fluids includes eccrine sweat, apocrine sweat, sebum, build up of sensible moisture from transepidermal water loss, vaginal discharge, urine, and mixtures thereof.
  • body odor as used herein means odors which are generated as a result of the natural functioning of a human or mammalian body. Such odors include, but are not limited to odors produced by microorganisms of the skin (i.e. bacterial decomposition of skin secretions), urine, or vaginal discharge, and mixtures thereof.
  • skin means human or mammalian skin.
  • the term “entire body” means the entire external surface of human or mammalian skin.
  • vaginal odor relates specifically to those body odors which emanate from the pelvic region of a woman, particularly the vagina and the panty line.
  • cyclodextrin includes any of the known cyclodextrins such as unsubstituted cyclodextrins containing from six to twelve glucose units, especially, alpha-cyclodextrin, beta-cyclodextrin, gamma-cyclodextrin and/or their derivatives and/or mixtures thereof.
  • uncomplexed cyclodextrin as used herein means that the cavities within the cyclodextrin in the solution of the present invention should remain essentially unfilled while in solution, in order to allow the cyclodextrin to absorb various odor molecules when the solution is applied to a surface.
  • water-soluble, uncomplexed cyclodextrin as used herein means uncomplexed cyclodextrin having a minimum solubility limit of 1% (1 gram in 100 grams of water).
  • the cyclodextrins used in the present invention are highly water-soluble such as, alpha-cyclodextrin and/or derivatives thereof, gamma-cyclodextrin and/or derivatives thereof, derivatised beta-cyclodextrins, and/or mixtures thereof.
  • the derivatives of cyclodextrin consist mainly of molecules wherein some of the OH groups are converted to OR groups.
  • Highly water-soluble cyclodextrins are those having water solubility of at least about 10 g in 100 ml of water at room temperature, preferably at least about 20 g in 100 ml of water, more preferably at least about 25 g in 100 ml of water at room temperature.
  • the preferred highly water-soluble cyclodextrins are hydroxypropyl beta-cyclodextrin and methylated beta-cyclodextrin. More preferred are beta cyclodextrin, hydroxypropyl alpha- cyclodextrin, hydroxypropyl beta-cyclodextrin, methylated-alpha-cyclodextrin or methylated- beta-cyclodextrin.
  • Non-derivatised beta-cyclodextrin can be present at a level up to its solubility limit of about 1.85% at room temperature. When beta-cyclodextrin is applied to a wipe substrate, levels higher than its solubility limit can be used.
  • cyclodextrins absorb body odors more broadly by complexing with a wider range of odoriferous molecules having a wider range of molecular sizes.
  • Preferred are mixtures of beta-cyclodextrin and/or its derivatives with alpha-cyclodextrin and/or its derivatives, and mixtures thereof.
  • the levels of cyclodextrin are from about 0.1% to about 5%, preferably from about 0.2% to about 4%, more preferably from about 0.3% to about 3%, most preferably from about 0.4% to about 2%, by weight of the composition.
  • Concentrated compositions can also be used.
  • a concentrated product i.e., when the level of cyclodextrin used is from about 3% to about 5%, it is preferable to dilute the composition before applying to the skin in order to avoid tacky skin feel and/or an undesirable amount of residue.
  • the cyclodextrin is diluted with about 50% to about 2000%, more preferably with about 60% to about 1000%, most preferably with about 75% to about 500%, by weight of the composition, of water.
  • cyclodextrins which dry on the skin surfaces will once again achieve enhanced absorption capabilities when rewetted with body fluids. This is convenient for the user because the cyclodextrins, while on dry skin, will not readily fill their cavities with other environmental odors which would otherwise render them less efficient for absorbing body odors. More particularly, upon solubilization of the cyclodextrins by the body fluids, the isolated cavities become available to form inclusion complexes with the body odor molecules.
  • the present invention also includes an oil phase.
  • the oil phase is chosen from the following ingredients: skin protectants, emollients, and/or moisturizers. Saturated or hydrogenated oils are preferred. These ingredients enhance the skin feel characteristics and/or skin care benefits of the present invention. Additionally, the oil phase provides a medium in which hydrophobic antibacterials, if present, may be dissolved.
  • Skin protectant ingredients can prevent or reduce chafing, skin irritation and/or skin friction that may occur between skin-to-skin contact sites.
  • Preferred skin protectants useful in the present invention include, but are not limited to: vitamin A, cod liver oil, cocoa butter, shark liver oil, dimethicone, petrolatum, white petrolatum, mineral oil, jojoba oil, and lanolin. More preferred are dimethicone, petrolatum, white petrolatum, mineral oil, jojoba oil, and lanolin. Most preferred are the dimethicones.
  • moisturizers which aid in adding moisture to the skin may be included in the oil carrier of the present invention.
  • Preferred moisturizers include, but are not limited to vegetable oils and mineral oil. More preferred are hydrogenated or saturated vegetable or mineral oils.
  • Other moisturizers can be chosen from the oily moisturizers in Cosmetic Bench Ref. 1 94, pages 46-48, incorporated herein by reference.
  • Emollients for softening and soothing of skin are also useful in the present invention.
  • Emollients useful herein include tocopherol or tocopherol acetate, triglycerides, vegetable oils, or mineral oil.
  • Other emollients can be chosen from the oily emollients in Cosmetic Bench Ref. 1994. pages 27-31, incorporated herein by reference.
  • the oil phase or carrier is present at an "effective level", a level which provides the desired skin benefits of the particular ingredients.
  • the oil phase is present at a level of from about 0.1% to about 26%, preferably from about 0.2% to about 6%, by weight of the composition.
  • a surfactant must be used in the present invention.
  • Surfactants are known in the art of forming oil-in-water emulsions.
  • Preferably, a combination of surfactants are used for improved stability.
  • Surfactants suitable for use herein are surfactants which do not have a high level of interaction with the cyclodextrin, thus optimizing the odor absorbing capability of cyclodextrin. Extensive interaction is not desirable as it may diminish the ability of the cyclodextrin to complex with odor causing compounds and the ability of the surfactant to blend the oil and water phases.
  • the surfactants optimize both the odor absorbing characteristic of cyclodextrin " and the blending ability of the surfactant.
  • Such surfactants when added to an aqueous cyclodextrin solution, provide a surfactant/cyclodextrin solution which demonstrate odor absorption similar to the same cyclodextrin solution without the surfactant.
  • Not desirable are surfactants which, when added to an aqueous cyclodextrin solution, provide a surfactant/cyclodextrin solution which demonstrate odor absorption similar to pure water.
  • the surfactants can be identified using the procedure which follows. First, within an equilibrium chamber, a paper membrane is sealed to a test cell and wetted with a test sample mixture; or, for purposes of establishing a water control and a cyclodextrin control, the membrane is wetted with water or aqueous cyclodextrin. Test sample mixtures comprise mixtures of a solution of aqueous cyclodextrin and a surfactant or a combination of surfactants. Second, an odor causing challenge compound is injected into the equilibrium chamber and allowed to equilibrate through the paper membrane. The odor causing challenge compounds selected should be those which uncomplexed cyclodextrin is capable of absorbing such as isovaleric acid.
  • odor capture refers to the amount of cyclodextrin which complexes with the challenge compound.
  • the surfactant should provide a surfactant/cyclodextrin solution which demonstrates more odor capture than the water control.
  • Preferred surfactants provide a surfactant/cyclodextrin solution which demonstrates no less than about 25%, more preferred no less than about 50%, and even more preferred no less than about 75%, of the level of odor capture as the cyclodextrin control. Most preferred surfactants provide the same level of odor capture as the cyclodextrin control.
  • HLB hydrophilic ⁇ ipophilic balance
  • the term HLB is known in the art, for example in U.S. Patent 2,677,700 to Jackson et al., issued May 4, 1954, and incorporated herein by reference. Because of the uniqueness of many of the surfactants mentioned below, they will demonstrate lipophilic behavior different from hydrocarbon lipophiles. Consequently, the HLB values may not correlate exactly with the HLB values for ethylene oxide/hydrocarbon surfactants. Overall, the preferred surfactants for use herein include block copolymers of ethylene oxide and/or propylene oxide and polyalkyleneoxide polysiloxanes.
  • Block polyoxyethylene-polyoxypropylene polymeric compounds which are compatible with most cyclodextrins include those based on ethylene glycol, propylene glycol, glycerol, trimethylolpropane and ethylenediamine as the initial reactive hydrogen compound.
  • Polymeric compounds made from a sequential ethoxylation and propoxylation of initial compounds with a single reactive hydrogen atom, such as Cj2-18 aliphatic alcohols, are not generally compatible with the cyclodextrin.
  • Block polymer surfactant compounds designated Pluronic® and Tetronic® are commercially available from the BASF-Wyandotte Corp.
  • Typical block copolymers of ethylene oxide and/or propylene surfactants include: Pluronic® surfactants: H(EO) n (PO) m (EO) n H; Reverse Pluronic® surfactants: H(PO) n (EO) m (PO) n H; Tetronic® surfactants:
  • EO is an ethylene oxide group
  • PO is a propylene oxide group
  • n and m are numbers that indicate the average number of the groups in the surfactants.
  • the average molecular weight of the polyoxypropylene polymers in the mixture is between about 900 to about 25,000 and the oxyethylene groups constitute between about 10 to about 90 weight percent of the oxyethylene/oxypropylene mixture.
  • Non-limiting examples of surfactants useful herein having an HLB of about 8 to 18 include: Pluronic® surfactants L10, L43, L44, L63, L64, L65, P75, P84, P85, P103, P104, P105, P123, and mixtures thereof; Reverse Pluronic® surfactants 10R5, 17R4 7R8, 22R4,25R4, 25R5, 25R8, and mixtures thereof; Tetronic® surfactants: 304, 504, 704, 707, 904, 1104, 1304, 1504, and mixtures thereof; and Reverse Tetronic® surfactants 50R4, 50R8, 70R4, 90R8, 110R7150R8, and mixtures thereof; and mixtures thereof.
  • Polyalkyleneoxide polysiloxanes are defined by the general formula:
  • a + b are from about 1 to about 50, preferably from about 3 to about 30, more preferably from about 10 to about 25, and R* is mainly one or more random or block poly(ethyleneoxide/propyleneoxide) copolymer groups having the general formula:
  • n 3 or 4, preferably 3; total c (for all polyalkyleneoxy side groups) has a value of from 1 to about 100, preferably from about 6 to about 100; d is from 0 to about 14, preferably from 0 to about 3; and more preferably d is 0; c+d has a value of from about 5 to about 150, preferably from about 9 to about 100 and each R ⁇ is the same or different and is selected from the group consisting of hydrogen, an alkyl having 1 to 4 carbon atoms, and an acetyl group, preferably hydrogen and methyl group. Examples of such compounds suitable herein include: Silwet® L-7600, L-7602, L-7604, L-7605, L-7657, and mixtures thereof; all commercially available from OSi Specialties, Endicott, NY.
  • the molecular weight of the oxyalkylene group (R*) is less than or equal to 10000.
  • the molecular weight of the oxyalkylene group is less than or equal to about 8000, and most preferably ranges from about 300 to 5000.
  • the values of c and d can be those numbers which provide molecular weights within these ranges.
  • the number of oxyethylene units (--C2 H4 O) in the polyoxyalkylene groups (R*) must be sufficient to render the polyalkyleneoxide polysiloxane water dispersible or water soluble.
  • the oxyethylene and oxypropylene units can be distributed randomly throughout the polysiloxane chain or in respective blocks of oxyethylene and oxypropylene units or a combination of random and block distributions.
  • the preparation of polyalkyleneoxide polysiloxanes is well known in the art. Such compounds can be prepared according to the procedure set forth in U.S. Pat. No. 3,299,112, incorporated herein by reference.
  • the total surfactant level used in the present compositions is from about 0.05% to about 15%, more preferably from about 0.1% to about 12%, by weight of the composition. If a hydrophobic antimicrobial agent is included, more surfactant(s) should be included, typically from about 0.5% to about 10%, by weight of the composition.
  • AQUEOUS CARRIER The cyclodextrins useful in the present invention should be solubilized in and dispersed in an aqueous carrier.
  • the aqueous carrier provides a clean, convenient means for applying cyclodextrin to desired skin sites.
  • the aqueous carrier also may impart a degree of cleaning power in and of itself via washing away skin cell debris and skin secretions which bacteria feed upon, as well as the bacteria themselves.
  • aqueous carrier means water and/or any water soluble materials suitable for use as solvents. Any water may be used, such as distilled, deionized, or tap water. Water not only serves as the liquid carrier for the cyclodextrins, but it also facilitates the complexation reaction between the cyclodextrin molecules and any malodorous molecules that are on the skin site when the composition is applied.
  • the aqueous carrier of the present invention will typically comprise from about 80% to about 98%, preferably from about 85% to about 95% of the present invention's composition.
  • compositions may optionally but preferably contain solubilized, mild, water-soluble, antimicrobials which are effective for inhibiting and/or regulating microbial growth in the composition and or on skin. Contamination of the compositions of the present invention by microorganisms and subsequent microbial growth can result in unsightly or malodorous compositions. Similarly, microorganisms are typically found in cyclodextrin supplies and their growth in aqueous solutions is possible. Therefore, the inclusion of antimicrobials as preservatives aids in increasing storage stability of the composition of the present invention.
  • the water- soluble antimicrobials When included for preservative action, are included in an effective amount to prevent spoilage or prevent growth of microorganisms inadvertently added to the composition for a specific period of time. If antimicrobial action on skin is desired, water-soluble antimicrobials must be included at a level effective to perform the preservative action discussed above, and to kill and/or prevent growth of microorganisms on the skin.
  • Antimicrobials useful herein include biocidal and biostatic compounds (substances that kill microorganisms and/or regulate the growth of microorganisms).
  • Suitable water- soluble antimicrobial preservatives have a solubility of 0.3% or greater.
  • suitable preservatives are those which can come into contact with skin without high irritation potential.
  • Preferred antimicrobial preservatives are those that are water-soluble and are effective at low levels because the water insoluble organic preservatives can form inclusion complexes with the cyclodextrin molecules and compete with the malodorous molecules for the cyclodextrin cavities, thus rendering the cyclodextrins ineffective as odor controlling actives.
  • a broad spectrum preservative such as one that is effective both on bacteria (both gram positive and gram negative) and fungi.
  • a limited spectrum preservative such as one that is only effective on a single group of microorganisms, for example fungi, can be used in combination with a broad spectrum preservative or other limited spectrum preservatives with complimentary and/or supplementary activity.
  • a mixture of broad spectrum preservatives can also be used.
  • Preferred water-soluble preservatives include: sodium hydroxymethylglycinate (i.e. Suttocide® A. from Sutton Labs, Chatham, NJ), cyclic organic nitrogen compounds including imidazolidinedione compounds (such as dimethyloldimethylhydantoin i.e., Glydant® Plus from Lonza, Fair Lawn, NJ; diazolidinyl urea and imidazolidinyl urea) and polymethoxy bicyclic oxazolidine; phenyl and phenoxy compounds including benzyl alcohol, 2-phenoxyethanol and hexamidine isethionate; quaternary ammonium compounds including polyhexamethylene biguanide; low molecular weight aldehydes including formaldehyde and glutaraldehyde; halogenated compounds including chlorhexidine, chlorobutanol, and dibromopropamidine; and mixtures thereof.
  • sodium hydroxymethylglycinate i.e.
  • Preferred levels of antimicrobial are from about 0.0001% to about 0.6%, more preferably from about 0.0002% to about 0.55%, most preferably from about 0.0003% to about 0.5%, by weight of the composition.
  • the present invention may include hydrophobic antibacterial compounds to help destroy and/or control the amount of bacteria present on the skin, which aids in body odor control.
  • hydrophobic antibacterial agents can form inclusion complexes with the cyclodextrin molecules and compete with the malodorous molecules for the cyclodextrin cavities, thus rendering the cyclodextrins ineffective as odor controlling actives.
  • the level of cyclodextrin may be adjusted as desired.
  • Hydrophobic antibacterials useful in the present invention include triclosan, triclocarbon, eucalyptol, menthol, methylsalicylate, thymol, and mixtures thereof.
  • the hydrophobic antibacterials may be at a level of from about 0.1% to about 1.5% and preferably from about 0.1% to about 0.3%, by weight of the composition.
  • pH Aqueous compositions of the present invention should have a pH of from about 3 to about 10, preferably from about 3.5 to about 8, more preferably from about 3.5 to about 6.
  • Some conventional buffering agents are known in the prior art which may be used to adjust the pH to the desired level if necessary. For example, combinations of salts and acids, such as the following examples: sodium lactate, sodium citrate, potassium phosphate, lactic acid, citric acid, phosphoric acid, sodium hydroxide, and hydrochloric acid are useful.
  • the present composition may also optionally comprises low molecular weight polyols.
  • low molecular weight polyols refers to linear organic compounds with more than one alcohol functional group per molecule wherein the molecular weight is less than 95.
  • Low molecular weight polyols with relatively high boiling points, as compared to water, such as propylene glycol and glycerol are preferred ingredients which may improve odor control performance of the composition of the present invention.
  • Cyclodextrins prepared by processes that result in a level of such polyols are highly desirable, since they can be used without removal of the polyols.
  • the low molecular weight polyols will be added at a level effective to assist in complex formation without significantly reducing available cyclodextrin capacity to absorb the malodor molecules having larger sizes.
  • low molecular weight polyols are added to the composition of the present invention at a level of from about 0.01% to about 1%, by weight of the composition, preferably from about 0.02% to about 0.5%, more preferably from about 0.03% to about 0.3%, by weight of the composition.
  • composition of the present invention can also, optionally, contain adjunct odor- controlling materials, such as zinc salts, water-soluble cationic polymers, water-soluble anionic polymers, water-soluble carbonate salts, water-soluble bicarbonate salts, zeolites, and activated carbon; chelating agents; colorants; and/or antiperspirants.
  • adjunct odor- controlling materials such as zinc salts, water-soluble cationic polymers, water-soluble anionic polymers, water-soluble carbonate salts, water-soluble bicarbonate salts, zeolites, and activated carbon; chelating agents; colorants; and/or antiperspirants.
  • the present invention can include zinc salts for added odor absorption and/or antimicrobial benefit for the cyclodextrin solution.
  • Zinc compounds have been used to ameliorate malodor, e.g., in mouth wash products, as disclosed in U.S. Pat. Nos. 4,325,939, issued Apr. 20, 1982 and 4,469,674, issued Sept. 4, 1983, to N. B. Shah, et al., both of which are incorporated herein by reference in their entireties.
  • Highly- ionized and water soluble zinc salts, such as zinc chloride provide the best source of zinc ions.
  • Zinc phenolsulfonate is preferred for use in the skin composition of the present invention; although others may also fall within the scope of the present invention. However, care must be taken in selecting zinc salts as well as their levels, since some may be irritants to the skin and therefore are not preferred for use in the present invention.
  • zinc salts aid in absorbing low molecular weight amine and sulfur-containing compounds.
  • Low molecular weight amines and/or low molecular weight sulfur-containing materials such as sulfide and mercaptans; are components of many types of malodors such as food odors (garlic, onion), breath odor, urine odors, and particularly body/perspiration odor.
  • zinc salts are added to the composition of the present invention they are typi ⁇ ally present at a level of from about 0.1% to about 10%, preferably from about 0.2% to about 8%, more preferably from about 0.3% to about 5%, by weight of the composition.
  • Some water-soluble polymers such as water-soluble cationic polymer and water- soluble anionic polymers can be used in the composition of the present invention to provide additional odor control benefits.
  • Water-soluble cationic polymers such as those containing amino functionalities, amido functionalities, and mixtures thereof, are useful in the present invention to control certain acid-type odors.
  • Water-soluble anionic polymers such as polyacrylic acids and their water-soluble salts are useful in the present invention to control certain amine-type odors.
  • Preferred polyacrylic acids and their alkali metal salts have an average molecular weight of less than about 20,000, more preferably less than 5,000.
  • Polymers containing sulfonic acid groups, phosphoric acid groups, phosphonic acid groups, and their water-soluble salts, and mixtures thereof, and mixtures with carboxylic acid and carboxylate groups are also suitable.
  • Water-soluble polymers containing both cationic and anionic functionalities are also suitable. Examples of these polymers are given in U.S. Pat. 4,909,986, issued March 20, 1990, to N. Kobayashi and A. Kawazoe, incorporated herein by reference, in its entirety.
  • Another example of water-soluble polymers containing both cationic and anionic functionalities is a copolymer of dimethyldiallyl ammonium chloride and acrylic acid, commercially available under the trade name Merquat 280® from Calgon. While the aforementioned water soluble polymers are useful in the present invention, when using these materials, care must be taken to insure no residual acrylic acid is present due to safety concerns associated with the presence of acrylic acid.
  • Water-soluble alkali metal carbonate and/or bicarbonate salts such as sodium bicarbonate, potassium bicarbonate, potassium carbonate, sodium carbonate, and mixtures thereof can be added to the composition of the present invention in order to help to control certain acid-type odors.
  • Preferred salts are sodium carbonate monohydrate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, and mixtures thereof.
  • these salts are typically present at a level of from about 0.1% to about 5%, preferably from about 0.2% to about 3%, more preferably from about 0.3% to about 2%, by weight of the composition.
  • incompatible metal salts not be present in the invention. Therefore, when these salts are used, the composition should be essentially free of zinc and other incompatible metal ions, e.g., Ca, Fe, etc. which form water-insoluble salts.
  • Aminocarboxylic acid chelating agents such as ethylenediaminetetraacetic acid (EDTA) can optionally be added to the composition of the present invention (preferably in the absence of any added metal ions) in order to enhance the activity of the water-soluble, antimicrobial preservative.
  • EDTA ethylenediaminetetraacetic acid
  • a chelating agent is added to the composition of the present invention, it is typically present at a level of from about 0.001% to about 0.3%, preferably from about 0.01% to about 0.2% by weight of the composition.
  • Zeolites can also be used in the present invention.
  • a preferred class of zeolites are characterized as “intermediate” silicate/aluminate zeolites, particularly for use in absorbing amine-type odors. "High” zeolites are preferred for control of sulfur-containing odors, e.g., thiols, mercaptans. Zeolites, both "intermediate” and “high”, are explained more fully in U.S. Patent No. 5,429,628, to Trinh et al., issued July 4, 1995, which is incorporated herein by reference in its entirety.
  • the carbon material suitable for use in the present invention is the material well known in commercial practice as an absorbent for organic molecules and/or for air purification purposes. Often, such carbon material is referred to as "activated” carbon or "activated” charcoal. Such carbon is available from commercial sources under such trade names as; Calgon-Type CPG®; Type PCB®; Type SGL®; Type CAL®; and Type OL®.
  • Colorants and dyes can be optionally added to the odor absorbing compositions for visual appeal and performance impression. When colorants are used, care must be taken in the selection of choosing dyes that will not color skin at the levels used.
  • Preferred colorants for use in the present compositions are highly water-soluble dyes, e.g., acid blue 3, acid blue 104, acid green 1, acid green 25, acid yellow 3, acid yellow 73 sodium salt, D&C green no. 5, 6 & 8, D&C yellow no. 7, 8, 10 & 11, D&C violet no. 2, FD&C blue No. 1 & 2, FD&C green no.3, FD&C yellow no. 5 & 6, and mixtures thereof.
  • the present skin composition may also comprise known antiperspirants and/or other known deodorant compositions not explicitly disclosed previously.
  • antiperspirants appropriate for aqueous solutions include aluminum-zirconium tetrachlorohydrex glycine, aluminum-zirconium pentachlorohydrate, aluminum sesquichlorohydrate, or aluminum chlorhydrate and mixtures thereof.
  • compositions may be prepared by oil-in-water emulsion techniques such as are commonly known in the art. Examples of such techniques are described in Remington's Pharmaceutical Science. Eighteenth Edition, pp. 304-306, 1990, incorporated herein by reference.
  • the compositions of the present invention also may be prepared by a process comprising the steps of: Making a first mixture by mixing surfactant(s) and an oil phase until homogenous and adding an aqueous phase with mixing until the mixture is homogenous. Making a solution by adding cyclodextrin to an aqueous phase with mixing until the cyclodextrin dissolves. Making a second mixture by mixing the solution with the first mixture until the second mixture is homogenous.
  • the second mixture may be diluted by adding an aqueous phase with mixing until homogenous.
  • hydrophobic antimicrobials also comprise the compositions
  • the process of making the mixture in the first step additionally comprises adding a premix with mixing to the surfactant(s) and the oil phase until homogenous, wherein the premix is prepared by mixing a hydrophobic antimicrobial with surfactant(s) until the premix is homogenous.
  • homogenous as used herein, means a uniformly dispersed solution. Homogeneity is indicated by a substantially smooth, lump-free and uniform appearing composition. A stable emulsion remains homogeneous over a given period which is determined by the required shelf life of the composition.
  • an emulsion concentrate comprising surfactant(s), an oil phase, and a minimal amount of aqueous carrier may be used.
  • Emulsion concentrates useful in the present invention will be from about a 3 -fold to about a 20-fold concentrate.
  • the concentrated emulsion may then be diluted by adding aqueous carrier followed by addition of the remaining ingredients as discussed above.
  • compositions of the present invention should be readily apparent to those having ordinary skill in the art.
  • the mixture could be made in one step by addition and mixing of each of the ingredients.
  • less than all of the ingredients may be pre-combined for subsequent combination with other ingredients or with other pre-combined ingredients to form the composition.
  • Equipment suitable for forming the mixtures and emulsion may be selected from those which are known or become known in the art.
  • suitable apparatii include dual propeller blade mixers.
  • a turbine mixer and an in-line homogenizer using tandem rotor- stators, as described in the above-referenced U.S. Patent 5,043,155, may also be used.
  • the resultant emulsion containing the ingredients in their total amounts has a preferred viscosity at room temperature (i.e., 20°-25°C) in the range of from about 10 to about 200 centipoise more preferably from about 15 to about 150 centipoise; most preferably from about 20 to about 100 centipoise.
  • compositions herein are applied directly to skin, various applicators are useful for delivering the compositions to the entire body for maximum odor control.
  • the compositions are preferably deposited on a paper product such as a wipe which later is contacted with the skin to transfer the composition to the skin.
  • the wipe comprises a flexible dispensing means.
  • flexible dispensing means includes papers, cloths, non-wovens, films, foams, sponges, rollers, pads, tissues, cotton balls, and the like.
  • Preferred wipe substrates comprise a porous material, such as the non-woven substrates, foams, or sponges, which are capable of holding the composition within the pores of the substrates. Examples of cellulosic non- wovens particularly useful and economic are described in U.S. Patent Number 4,191,609, Trokhan, issued March 4, 1980.
  • compositions can also be delivered as a liquids via a spray dispenser or a bottle.
  • a spray dispenser Preferred is a manually activated spray dispenser to avoid the use of aerosols which may be irritating to sensitive areas of the body.
  • Spray dispensers are described more fully in U.S. Patent Number 5,534,165 which is incorporated herein by reference in its entirety.
  • the present invention encompasses a method of controlling environmental malodors and reducing body odor on skin comprising the application to skin of the compositions herein.
  • the present invention also encompasses methods of reducing vaginal odor comprising applying the compositions herein onto a pelvic region, external vagina, and/or panty-line.
  • the compositions herein should not be inserted into the vagtina, nor applied onto the vulva.
  • An "effective amount" of the compositions of the present invention, as used herein, means an amount sufficient to absorb odor to the point that it is less noticeable by the human sense of smell.
  • an effective amount of the present compositions used and the number of uses per day is ultimately left to the discretion of the user, typically an effective amount will be from about 0.05 grams to about .50 grams per use for body odor and from about .05 to about 3.0 grams per use for environmental odor; applied from about 1 to about 15 times per day, for as many days as desired by the user.
  • compositions of the present invention are topically applied directly to the skin or hair.
  • the compositions can be delivered by placing the composition into a dispensing means and applying an effective amount via spraying or rubbing the composition onto the desired skin surface; typically the entire body.
  • the dispensing means is a wipe comprising a flexible dispensing means or a spray dispenser.
  • Distribution of the composition of the present invention can also be achieved by using a pre-formed applicator such as a roller, pad, sponge, tissue, cotton ball, hand, etc.; or with a hand.
  • the user may combine the composition of the present invention with a wipe substance of his or her own choosing.
  • a wipe substance such as a commercial paper towel, tissue, sponge, cotton, pad, washcloth, or the like; and pours, from a bottle or other suitable container, a solution of the composition of the present invention over the chosen wipe substance and applies the composition to the desired area of the body.
  • the user may use as much or as little of the composition of the present invention as he/she desires, depending upon their intended use and degree of odor control necessary.
  • the hydroxy propyl beta cyclodextrin in the above examples could be substituted with other beta cyclodextrins, alpha-cyclodextrins, gamma-cyclodextrins, or mixtures of these cyclodextrins and/or their derivatives.
  • the examples could comprise other hydrophobic antimicrobials.
  • Examples I-VI as follows: Prepare a premix by mixing triclosan with about 1/6, by weight, of total Pluronic® L and Silwet® L (Examples III and VI only). Prepare a first mixture by mixing about 1% of water, by total formula weight, with surfactant. For Examples III and VI, preparing the first mixture also includes a final step of adding the premix with mixing. Using a sonifier, prepare a second mixture by adding dimethicone to the first mixture, then slowly adding about l%-2% of water, by total formula weight.
  • premix (a) by mixing hydroxypropyl beta cyclodextrin and about 1.5%-3% of water, by total formula weight; premix (b) by mixing zinc phenolsulfonate and about 2% of water, by total formula weight; premix (c) by mixing the ascorbic acid and about 2% of water by total formula weight; and premix (d) by mixing Glydant® Plus and propylene glycol.
  • premix (d) by mixing Glydant® Plus and propylene glycol.
  • the solutions of the present invention may be loaded onto a wipe or poured into a spray device or poured directly onto the skin or flexible dispensing means of the user's choosing for convenient application to the skin.
  • wipes place dry fabric or wipe substance inside an open package which will ultimately contain the finished product. Pour the composition onto the fabric to distribute throughout. Close the package for storage until consumer use.
  • To prepare spray pour the composition into the selected spray package. Close the package for storage until consumer use.
  • Example VII A woman with stress urinary incontinence finds that the wetness associated with this condition causes vaginal odor which she wants to remove from the skin and control. After urinating, the woman wipes her external vagina with a wipe containing the composition in Example I.
  • the cyclodextrin and zinc salts in the composition complex with body odors such as polycyclic compounds and amines (respectively) which are found in urine. This woman notices less body odor after using the wipes.
  • Example VIII A large-breasted woman finds that when she exercises, she tends to experience sweating and skin chafing under the breasts. Before and after exercising, she applies the composition from Example II via a hand-held trigger-spray bottle. She sprays the composition under her breasts and notices less body odor and feels more comfortable after using the spray.
  • Example IX A man has severe allergies to cosmetic deodorants, antiperspirants, heavy cologne, and avoids using such products. This results in uncontrolled and embarrassing body odor. His doctor suggests applying the mild odor absorbing composition of Example III after showering. The man applies the composition to his entire body via a spray after showering each morning, and suffers no allergic reaction. The man feels comfortable without the embarrassment of uncontrollable body odor. The man carries a pouch of wipes which also contain the composition of Example III for convenient and discrete reapplication as needed.
  • Example X A man is cooking fish and a spicy sauce requiring the dicing of garlic, onions, and various peppers.
  • Example XI A woman finds that after she smokes a cigarette during a break at work, her hands and face smell of smoke and tobacco. She applies the composition from Example V via a hand-held trigger-spray bottle. She sprays the composition on her face and hands and the composition removes the residual smoke and tobacco odors which she found so disagreeable. (She deposits about 2 grams of environmental ordor-absorbing composition on the skin). This woman notices less odor and feels more comfortable returning to her desk after using the spray.
  • Example XII A man, on his way to an important meeting, stops to buy gasoline for his car. As he is filing the gas tank, gasoline splashes on his hands. The man wipes his hands on a paper towel but the gasoline odor remains on his hands. The man removes a small bottle from his gym bag which contains the composition of Example VI. He opens the bottle and pours some of the composition on his hands, delivering roughly about 1 gram of the environmental odor-absorbing composition. He then smells his hands and notices that the gasoline odor is no longer present.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
PCT/US1998/011787 1997-06-09 1998-06-08 Perfume-free two phase compositions and methods for reducing body and environmental odor WO1998056339A1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
US08/871,854 US5928631A (en) 1997-06-09 1997-06-09 Methods for controlling environmental odors on the body using compositions comprising uncomplexed cyclodextrins
JP50301499A JP2001506275A (ja) 1997-06-09 1998-06-08 香料不含2相組成物および体臭及び外界臭気低減方法
KR19997011621A KR20010013611A (ko) 1997-06-09 1998-06-08 무향수 2상 조성물과 체취 및 주변냄새를 감소시키기 위한방법
EP98928923A EP0988026A1 (en) 1997-06-09 1998-06-08 Perfume-free two phase compositions and methods for reducing body and environmental odor
AU80610/98A AU8061098A (en) 1997-06-09 1998-06-08 Perfume-free two phase compositions and methods for reducing body and environmental odor
BR9810744-5A BR9810744A (pt) 1997-06-09 1998-06-08 Composições de duas fases isentas de perfume e processos para redução de odor corpóreo e ambiental
CA002293633A CA2293633A1 (en) 1997-06-09 1998-06-08 Perfume-free two phase compositions and methods for reducing body and environmental odor
NO996054A NO996054L (no) 1997-06-09 1999-12-08 Parfymefrie to-fase blandinger og fremgangsmåter for å redusere kropps- og omgivelseslukt

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US08/871,857 1997-06-09
US08/871,857 US5871719A (en) 1997-06-09 1997-06-09 Perfume-free two phase compositions for reducing body odor
US08/871,860 1997-06-09
US08/871,860 US5858335A (en) 1997-06-09 1997-06-09 Method of reducing body odor using perfume-free two phase compositions
US08/871,854 1997-06-09
US08/871,854 US5928631A (en) 1997-06-09 1997-06-09 Methods for controlling environmental odors on the body using compositions comprising uncomplexed cyclodextrins

Publications (1)

Publication Number Publication Date
WO1998056339A1 true WO1998056339A1 (en) 1998-12-17

Family

ID=27420469

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/011787 WO1998056339A1 (en) 1997-06-09 1998-06-08 Perfume-free two phase compositions and methods for reducing body and environmental odor

Country Status (15)

Country Link
US (1) US5928631A (zh)
EP (1) EP0988026A1 (zh)
JP (1) JP2001506275A (zh)
KR (1) KR20010013611A (zh)
CN (1) CN1261784A (zh)
AU (1) AU8061098A (zh)
BR (1) BR9810744A (zh)
CA (1) CA2293633A1 (zh)
CO (1) CO4940386A1 (zh)
HU (1) HUP0003421A2 (zh)
ID (1) ID26590A (zh)
NO (1) NO996054L (zh)
PE (1) PE100199A1 (zh)
TR (1) TR199903039T2 (zh)
WO (1) WO1998056339A1 (zh)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101831361A (zh) * 2010-05-13 2010-09-15 台州绿岛化妆品有限公司 织物除味除污垢剂

Families Citing this family (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR9701048A (pt) 1994-08-12 1998-12-15 Procter & Gamble Soluções de ciclodextrina não complexa de odor sobre superfícies inanimadas
US6100233A (en) * 1996-08-19 2000-08-08 The Procter & Gamble Company Odor control compositions comprising β-ketoester pro-fragrances
US5861147A (en) * 1997-06-09 1999-01-19 The Procter & Gamble Company Methods for controlling environmental odors on the body using compositions comprising uncomplexed cyclodextrins and perfume
GB9716273D0 (en) * 1997-07-31 1997-10-08 Kimberly Clark Ltd Hand cleanser
IL121708A0 (en) * 1997-09-04 1998-02-22 Innoscent Ltd Deodorant compositions and method
US6656456B2 (en) * 1998-11-23 2003-12-02 The Procter & Gamble Company Skin deodorizing compositions
US6479150B1 (en) 1999-02-26 2002-11-12 Kimberly-Clark Worldwide, Inc. Layer materials treated with surfactant-modified hydrophobic odor control agents
US6433243B1 (en) * 1999-02-26 2002-08-13 Kimberly-Clark Worldwide, Inc. Water permeable porous layer materials treated with surfactant-modified cyclodextrins
US6509284B1 (en) 1999-02-26 2003-01-21 Kimberly-Clark Worldwide, Inc. Layer materials treated with surfacant-modified chelating agents
US6328951B1 (en) * 1999-12-21 2001-12-11 International Flavors & Fragrances Inc. Water-soluble solid-phase ironing aid freshening composition tablets consisting of same for use in the steam chamber of an iron and process for preparing and utilizing the same
US7186045B2 (en) * 2000-02-16 2007-03-06 L'oreal S.A. Device and method for applying a cosmetic product
US6514487B1 (en) * 2000-08-08 2003-02-04 Teresa Leigh Barr Foam and gel oat protein complex and method of use
DE10039063A1 (de) * 2000-08-10 2002-02-21 Beiersdorf Ag Kosmetische und dermatologische Zubereitung mit einem Gehalt an Cyclodextrinen zur Beseitigung von Sebum
US6702951B2 (en) 2000-10-06 2004-03-09 Robinson Laboratories, Inc. Scent adsorbing liquid formulation
AUPR549901A0 (en) 2001-06-06 2001-07-12 Vital Health Sciences Pty Ltd Topical formulation containing tocopheryl phosphates
KR100612398B1 (ko) * 2000-11-14 2006-08-16 바이탈 헬스 사이언시즈 피티와이 리미티드 포스페이트 유도체의 착체
US6733773B1 (en) 2000-11-21 2004-05-11 Kimberly-Clark Worldwide, Inc. Paper products treated with oil-in-water emulsions
US7195771B1 (en) * 2000-11-21 2007-03-27 Kimberly-Clark Worldwide, Inc. Water-soluble lotions for paper products
EP1363589B1 (en) 2001-03-02 2009-07-15 Innovachem, LLC Monocarboxylic acid esters of propoxylated fatty alcohols as pigment dispersants
US7176329B2 (en) * 2001-03-02 2007-02-13 Innovachem, Inc. Monocarboxylic acid esters of propoxylated fatty alcohols as pigment dispersants
BR0205513A (pt) * 2001-06-01 2003-06-24 Ici America Inc Solução visualmente transparente e substancialmente incolor, e, métodos para a preparação de uma solução de pré-mistura visualmente transparente e substancialmente incolor, e de composição desinfetante
CN1547475B (zh) * 2001-07-27 2010-12-15 生命健康科学有限公司 含电子转移试剂的磷酸酯衍生物的皮肤制剂
US6495149B1 (en) * 2001-08-10 2002-12-17 The Procter & Gamble Company Topical leave-on compositions containing selected pantothenic acid derivatives
US20030049290A1 (en) * 2001-08-31 2003-03-13 Jha Brajesh Kumar Deodorant composition
JP5084082B2 (ja) * 2001-09-27 2012-11-28 ライオン株式会社 制汗デオドラント組成物
US7026354B2 (en) * 2001-10-02 2006-04-11 Kimberly-Clark Worldwide, Inc. Aromatic compositions for the inhibition of exoprotein production from gram positive bacteria
US7022333B2 (en) * 2001-10-02 2006-04-04 Kimberly-Clark Worldwide, Inc. Inhibition of exoprotein production in non-absorbent articles uisng aromatic compositions
CN1604772A (zh) * 2001-12-13 2005-04-06 生命健康科学有限公司 化合物的透皮转运
US6767553B2 (en) 2001-12-18 2004-07-27 Kimberly-Clark Worldwide, Inc. Natural fibers treated with acidic odor control/binder systems
US6852904B2 (en) 2001-12-18 2005-02-08 Kimberly-Clark Worldwide, Inc. Cellulose fibers treated with acidic odor control agents
WO2003086332A1 (en) * 2002-04-11 2003-10-23 Dvm Pharmaceuticals, Inc. Antimicrobial wash and carrier solutions, and uses thereof
AU2002950713A0 (en) * 2002-08-09 2002-09-12 Vital Health Sciences Pty Ltd Carrier
EP1575532B1 (en) * 2002-12-09 2016-07-20 Croda, Inc. Mixed esters of dicarboxylic acids for use as pigment dispersants
US20040122385A1 (en) * 2002-12-23 2004-06-24 Kimberly-Clark Worldwide, Inc. Absorbent articles including an odor absorbing and/or odor reducing additive
MXPA05007278A (es) * 2003-01-17 2005-09-30 Vital Health Sciences Pty Ltd Compuestos que tienen propiedades anti-proliferativas.
AU2003901815A0 (en) * 2003-04-15 2003-05-01 Vital Health Sciences Pty Ltd Phosphate derivatives
US20040266302A1 (en) * 2003-06-30 2004-12-30 Disalvo Anthony L. Absorbent article having odor control properties
US7365030B2 (en) 2003-07-09 2008-04-29 The Procter & Gamble Company Process for making a wet wipe using a concentrated emulsion
US8377459B2 (en) * 2003-07-09 2013-02-19 The Procter & Gamble Company Composition for wet wipes that enhances the efficacy of cleansing while being gentle to the skin
US20050186255A1 (en) * 2004-02-19 2005-08-25 Syed Rizvi Feminine wipe for symptomatic treatment of vaginitis
JP4847437B2 (ja) 2004-03-03 2011-12-28 バイタル ヘルス サイエンシズ プロプライアタリー リミティド アルカロイド製剤
KR20070108382A (ko) * 2005-03-03 2007-11-09 바이탈 헬스 사이언시즈 피티와이 리미티드 항암성 화합물
MX2007015949A (es) * 2005-06-17 2008-03-07 Vital Health Sciences Pty Ltd Un vehiculo que comprende uno o mas derivados de fosfato de di- y/o mono-(agentes de transferencia de electrones) o complejos de los mismos.
US20070122374A1 (en) * 2005-11-28 2007-05-31 Bhupendra Trivedi Waterless urinal formulations
RU2008123556A (ru) * 2005-12-23 2010-01-27 Вайтал Хэлф Сайнсис Пти Лтд (Au) Составы, имеющие цитокин модулирующие свойства
US7687650B2 (en) 2006-02-03 2010-03-30 Jr Chem, Llc Chemical compositions and methods of making them
US7927614B2 (en) 2006-02-03 2011-04-19 Jr Chem, Llc Anti-aging treatment using copper and zinc compositions
US7897800B2 (en) 2006-02-03 2011-03-01 Jr Chem, Llc Chemical compositions and methods of making them
MX2008015835A (es) * 2006-06-12 2009-01-09 Procter & Gamble Un producto de paño con locion para reducir la adherencia de suciedad o exudados a la piel.
EP2029087A1 (en) * 2006-06-12 2009-03-04 The Procter and Gamble Company A lotioned wipe product comprising an anti-stick agent and a performance enhancing agent
DE102006040302A1 (de) 2006-08-29 2008-03-20 Henkel Kgaa Antitranspirant- und Deodorant-Zusammensetzungen mit verbesserter Pflegewirkung
US7867522B2 (en) 2006-09-28 2011-01-11 Jr Chem, Llc Method of wound/burn healing using copper-zinc compositions
US20070128257A1 (en) * 2006-12-01 2007-06-07 John Manolas Animal wipes having catnip
US8591959B1 (en) 2007-03-27 2013-11-26 Angel Dayna Kelly Body spritzer formulation and application process
US8273791B2 (en) 2008-01-04 2012-09-25 Jr Chem, Llc Compositions, kits and regimens for the treatment of skin, especially décolletage
JP4894811B2 (ja) * 2008-04-17 2012-03-14 大正製薬株式会社 飲料
US20100158852A1 (en) * 2008-12-22 2010-06-24 Wilson Kurt Whitekettle Method for reduction of microbes on surfaces
WO2010085753A1 (en) 2009-01-23 2010-07-29 Jr Chem, Llc Rosacea treatments and kits for performing them
EP2221063A1 (en) 2009-02-20 2010-08-25 Ganymed Pharmaceuticals AG Methods and compositions for diagnosis and treatment of cancer
KR20110128316A (ko) 2009-02-20 2011-11-29 가니메드 파마슈티칼스 아게 암의 진단 및 치료를 위한 방법 및 조성물
US9487584B2 (en) 2009-11-11 2016-11-08 Ganymed Pharmaceuticals Ag Antibodies specific for claudin 6 (CLDN6)
AU2011213557B2 (en) 2010-02-05 2015-05-07 Phosphagenics Limited Carrier comprising non-neutralised tocopheryl phosphate
RU2553350C2 (ru) 2010-03-30 2015-06-10 Фосфейдженикс Лимитед Трансдермальные пластыри
EP2404936A1 (en) 2010-07-06 2012-01-11 Ganymed Pharmaceuticals AG Cancer therapy using CLDN6 target-directed antibodies in vivo
FR2962902B1 (fr) * 2010-07-21 2013-03-29 Lvmh Rech Utilisation cosmetique d'une eau de source et compositions cosmetiques ou dermatologiques la contenant
US8952057B2 (en) 2011-01-11 2015-02-10 Jr Chem, Llc Compositions for anorectal use and methods for treating anorectal disorders
WO2012122586A1 (en) 2011-03-15 2012-09-20 Phosphagenics Limited New composition
EP3421496A1 (en) 2011-05-13 2019-01-02 Ganymed Pharmaceuticals GmbH Antibodies for treatment of cancer expressing claudin 6
WO2013188366A2 (en) * 2012-06-12 2013-12-19 Cornell University Nanosystems for formulation of effective minimum risk biocides
US9717930B2 (en) 2013-03-12 2017-08-01 The Procter & Gamble Company Antiperspirant compositions
US20140271516A1 (en) 2013-03-12 2014-09-18 The Procter & Gamble Company Methods of Making Solid Stick Antiperspirant Compositions
WO2015014376A1 (en) 2013-07-31 2015-02-05 Biontech Ag Diagnosis and therapy of cancer involving cancer stem cells
BR112016013533B8 (pt) * 2013-12-13 2021-04-13 Procter & Gamble composição, método para acentuar o perfil de fragrância de uma composição, método para produzir um produto para o consumidor, produto ou artigo de perfumaria para consumidor e método para modificar ou melhorar as propriedades de odor de uma superfície corporal
DE102014211204A1 (de) * 2014-06-12 2015-12-17 Henkel Ag & Co. Kgaa Verwendung kosmetischer Reinigungszusammensetzungen als Präbiotikum
MX360041B (es) 2014-06-30 2018-10-18 Procter & Gamble Composiciones y metodos para el cuidado personal.
MX367383B (es) 2014-06-30 2019-08-19 Procter & Gamble Metodo para fabricar una barra que comprende antitranspirante.
AR105019A1 (es) * 2015-06-25 2017-08-30 Acraf COMPOSICIÓN DESODORANTE QUE COMPRENDE DE UNA MEZCLA DE CICLODEXTRINA a, b Y g
EP3383371B1 (en) 2015-12-09 2024-05-01 Avecho Biotechnology Limited Pharmaceutical formulation
JP7198754B2 (ja) 2016-12-21 2023-01-04 アベーチョ バイオテクノロジー リミテッド 方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0366154A2 (en) * 1988-10-28 1990-05-02 Shiseido Company Limited Use of a composition as a cosmetic product
US5534165A (en) * 1994-08-12 1996-07-09 The Procter & Gamble Company Fabric treating composition containing beta-cyclodextrin and essentially free of perfume

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2544093A (en) * 1948-04-20 1951-03-06 Kilgore Chemicals Inc Deodorant compositions
US3074891A (en) * 1960-03-24 1963-01-22 Fritzsche Brothers Inc Compositions and methods for the deodorization of spaces
FR2201880A1 (en) * 1972-06-26 1974-05-03 Lino Fernand Hygienic antiperspirant powder or liq. - contg. boric acid and kaolin with other additives giving long lasting protection
JPS5341440A (en) * 1976-09-24 1978-04-14 Horiuchi Itarou Shiyouten Kk Deodorant
DE2731520C3 (de) * 1977-07-12 1980-04-10 Karlheinz Ing.(Grad.) 3450 Holzminden Schrader Desodorantium
US4382079A (en) * 1977-10-25 1983-05-03 Colgate/Palmolive Bicarbonate containing stick deodorant
FR2414331A1 (fr) * 1978-01-13 1979-08-10 Unilever Nv Produits desodorisants pour traitement de la peau
JPS58124452A (ja) * 1982-01-21 1983-07-25 株式会社嶋田環境科学研究所 脱臭剤組成物
JPS61128973A (ja) * 1984-11-27 1986-06-17 メルシャン株式会社 固型消臭・脱臭剤
JPS63164953A (ja) * 1986-12-27 1988-07-08 株式会社林原生物化学研究所 防臭性組成物
US4822602A (en) * 1987-04-29 1989-04-18 The Procter & Gamble Company Cosmetic sticks
US4904524A (en) * 1988-10-18 1990-02-27 Scott Paper Company Wet wipes
JP2711001B2 (ja) * 1989-11-30 1998-02-10 サンスター株式会社 制汗用エアゾール組成物
CA2013485C (en) * 1990-03-06 1997-04-22 John Michael Gardlik Solid consumer product compositions containing small particle cyclodextrin complexes
JP2857629B2 (ja) * 1990-03-30 1999-02-17 株式会社資生堂 消臭剤
HU208482B (en) * 1990-12-06 1993-11-29 Sziasz Szolgaltato Es Ipari Al Desodoring aerosol composition without leather-irritation
JP3121101B2 (ja) * 1992-03-25 2000-12-25 松下電工株式会社 消臭剤
US5486355A (en) * 1992-12-08 1996-01-23 Church & Dwight Co., Inc. Homogeneous cosmetic stick products
GR1002595B (el) * 1993-03-05 1997-02-12 Johnson & Johnson Consumer Products Inc. Καλλυντικο μεσο επαλειψης, χρησιμο για τον καθαρισμο, την ενυδατωση και την προστασια του δερματος απο τα εξανθηματα που προκαλουνται απο τις πανες.
US5429628A (en) * 1993-03-31 1995-07-04 The Procter & Gamble Company Articles containing small particle size cyclodextrin for odor control
US5411750A (en) * 1993-04-27 1995-05-02 Church & Dwight Co., Inc. Ultrafine sodium bicarbonate powder
US5512199A (en) * 1993-11-02 1996-04-30 Becton Dickinson And Company Hand wipe solution
ATE199215T1 (de) * 1993-12-23 2001-03-15 Procter & Gamble Antimikrobielle zusammensetzungen für abwischtücher
US5514367A (en) * 1994-02-28 1996-05-07 Estee Lauder, Inc. Skin tanning compositions and methods for their preparation and use
US5663134A (en) * 1994-08-12 1997-09-02 The Procter & Gamble Company Composition for reducing malodor impression on inanimate surfaces
US5670475A (en) * 1994-08-12 1997-09-23 The Procter & Gamble Company Composition for reducing malodor impression of inanimate surfaces
US5593670A (en) * 1994-08-12 1997-01-14 The Proctor & Gamble Company Uncomplexed cyclodextrin solutions for odor control on inanimate surfaces
US5578563A (en) * 1994-08-12 1996-11-26 The Procter & Gamble Company Composition for reducing malodor impression on inanimate surfaces
US5635165A (en) * 1995-09-27 1997-06-03 Helene Curtis, Inc. Antiperspirant deodorant compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0366154A2 (en) * 1988-10-28 1990-05-02 Shiseido Company Limited Use of a composition as a cosmetic product
US5534165A (en) * 1994-08-12 1996-07-09 The Procter & Gamble Company Fabric treating composition containing beta-cyclodextrin and essentially free of perfume

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
SZEJTLI, J.: "CYCLODEXTRINS IN FOOD, COSMETICS AND TOILETRIES", STÄRKE, vol. 34, no. 11, November 1982 (1982-11-01), WEINHEIM, DEUTSCHLAND, pages 382, XP002079165 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101831361A (zh) * 2010-05-13 2010-09-15 台州绿岛化妆品有限公司 织物除味除污垢剂

Also Published As

Publication number Publication date
BR9810744A (pt) 2000-09-19
CN1261784A (zh) 2000-08-02
KR20010013611A (ko) 2001-02-26
AU8061098A (en) 1998-12-30
NO996054D0 (no) 1999-12-08
EP0988026A1 (en) 2000-03-29
NO996054L (no) 2000-02-04
ID26590A (id) 2001-01-18
JP2001506275A (ja) 2001-05-15
TR199903039T2 (xx) 2001-03-21
CO4940386A1 (es) 2000-07-24
HUP0003421A2 (hu) 2001-02-28
CA2293633A1 (en) 1998-12-17
PE100199A1 (es) 1999-12-01
US5928631A (en) 1999-07-27

Similar Documents

Publication Publication Date Title
EP0988026A1 (en) Perfume-free two phase compositions and methods for reducing body and environmental odor
US5874067A (en) Methods for controlling environmental odors on the body
EP0939614B1 (en) Compositions for reducing odor on skin
US5942214A (en) Methods for controlling environmental odors on the body using compositions comprising uncomplexed cyclodextrins and perfume
EP1006993B1 (en) Methods and compositions for reducing body odor
US5882638A (en) Methods using uncomplexed cyclodextrin solutions for controlling environmental odors
US5879666A (en) Methods and compositions for reducing body odor
US5871719A (en) Perfume-free two phase compositions for reducing body odor
AU733865B2 (en) Perfumed one and two phase compositions for reducing body odor and methods of use thereof
US5858335A (en) Method of reducing body odor using perfume-free two phase compositions
US5897855A (en) Methods and compositions for reducing body odor
US5897856A (en) Methods and compositions for reducing body odor
US5911976A (en) Compositions for reducing body odor
MXPA99011491A (en) Perfume-free two phase compositions and methods for reducing body and environmental odor
CZ441099A3 (cs) Prostředek absorbující pach, způsob jeho výroby, způsob snížení pachu a čistící polštářek
JP2002509525A (ja) 皮膚臭気軽減組成物
MXPA99003876A (en) Compositions for reducing odor on skin
MXPA99011486A (en) Perfumed one and two phase compositions for reducing body odor and methods of use thereof
MXPA99003918A (en) Methods and compositions for reducing body odor

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 98806857.5

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG UZ VN YU ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
ENP Entry into the national phase

Ref document number: 2293633

Country of ref document: CA

Ref document number: 2293633

Country of ref document: CA

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: PV1999-4410

Country of ref document: CZ

Ref document number: 80610/98

Country of ref document: AU

ENP Entry into the national phase

Ref document number: 1999 503014

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: PA/a/1999/011491

Country of ref document: MX

Ref document number: 1019997011621

Country of ref document: KR

Ref document number: 1999/03039

Country of ref document: TR

WWE Wipo information: entry into national phase

Ref document number: 1998928923

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1998928923

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWP Wipo information: published in national office

Ref document number: PV1999-4410

Country of ref document: CZ

WWP Wipo information: published in national office

Ref document number: 1019997011621

Country of ref document: KR

WWR Wipo information: refused in national office

Ref document number: PV1999-4410

Country of ref document: CZ

WWW Wipo information: withdrawn in national office

Ref document number: 1998928923

Country of ref document: EP

WWR Wipo information: refused in national office

Ref document number: 1019997011621

Country of ref document: KR